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Gartner Expert
Madelin Santana
Sr Director Analyst
Madelin Santana is a Senior Director in Gartner’s CIO Practice, advising C‑suite executives on digital, AI & Human readiness, Executive Leadership and culture transformation. She brings more than 15 years of global experience scaling partner ecosystems, leading enterprise learning innovation, and driving customer and revenue outcomes across SaaS, education, and technology sectors. She is a strategic advisor, global program architect, and leadership innovator who empowers executives to navigate the intersection of technology, AI, and human transformation.
Previous experience
Her leadership story is rooted in a career spent building ecosystems—partnership ecosystems, learning ecosystems, culture ecosystems—that enable people and organizations to grow faster, adapt sooner, and lead with clarity.
Across her career, she has shaped strategic relationships that generated more than $50 million in impact, lifted enterprise retention and customer outcomes, and influenced transformation roadmaps for global companies. She has scaled leadership development experiences across 30+ countries, redesigned operational systems to move performance from 70 to 95 percent reliability, and built capability frameworks that improved quality, readiness, and confidence across distributed teams.
Madelin brings a distinctive blend of strategic insight, operational rigor, and deep empathy—translating complex change into actionable steps leaders can take immediately. Her speaking focuses on AI readiness, executive decision‑making, workforce transformation, and the future of leadership. A bestselling author and community builder, she inspires audiences by showing that the most powerful transformations begin at the intersection of technology, culture, and human potential.
Professional background
Degreed EdTech, Strategic Partnerships & Sr. Partner, 4 years
Harvard Business School, Global Associate Director Executive Education, 11 years
Raytheon Technologies, Tech Innovation Lead, 6 years
Areas of coverage
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Technology and Digital Talent
Education
Master's in management, Harvard University
B.S. in Marketing, Pontificia Universidad Catolica Madre y Maestra
Top Issues That I Help Clients Address
CIO Role Effectiveness
Executive Leadership: Leading within, Leading across and Leading Up
Change and employee engagement at scale
Upskilling leadership skills
Power skills, Emerging Skills, Future of Work